JPS62185040A - Recovery of methacrylic acid - Google Patents
Recovery of methacrylic acidInfo
- Publication number
- JPS62185040A JPS62185040A JP2397986A JP2397986A JPS62185040A JP S62185040 A JPS62185040 A JP S62185040A JP 2397986 A JP2397986 A JP 2397986A JP 2397986 A JP2397986 A JP 2397986A JP S62185040 A JPS62185040 A JP S62185040A
- Authority
- JP
- Japan
- Prior art keywords
- methacrylic acid
- organic solvent
- aqueous solution
- separating
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 title claims abstract description 67
- 238000011084 recovery Methods 0.000 title description 6
- 238000009835 boiling Methods 0.000 claims abstract description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 14
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000003960 organic solvent Substances 0.000 claims abstract description 11
- 239000007864 aqueous solution Substances 0.000 claims abstract description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 9
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims abstract description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000008096 xylene Substances 0.000 claims abstract description 3
- 239000007788 liquid Substances 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 17
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 8
- 239000000243 solution Substances 0.000 claims description 6
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 abstract description 9
- 239000003112 inhibitor Substances 0.000 abstract description 6
- 150000001299 aldehydes Chemical class 0.000 abstract description 3
- 238000004821 distillation Methods 0.000 description 8
- 238000000605 extraction Methods 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 3
- 229910001882 dioxygen Inorganic materials 0.000 description 3
- LAQYHRQFABOIFD-UHFFFAOYSA-N 2-methoxyhydroquinone Chemical compound COC1=CC(O)=CC=C1O LAQYHRQFABOIFD-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- -1 alicyclic hydrocarbons Chemical class 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- PGIGZWJIJSINOD-UHFFFAOYSA-N 12h-benzo[a]phenothiazine Chemical compound C1=CC=CC2=C3NC4=CC=CC=C4SC3=CC=C21 PGIGZWJIJSINOD-UHFFFAOYSA-N 0.000 description 1
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229960000907 methylthioninium chloride Drugs 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
Landscapes
- Extraction Or Liquid Replacement (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明はメタクリル酸の回収法に関する。更に詳しくは
メタクリル酸を蒸留分離した缶残液から、メタクリル酸
を回収する方法に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a method for recovering methacrylic acid. More specifically, the present invention relates to a method for recovering methacrylic acid from the bottom liquid obtained by distilling and separating methacrylic acid.
（従来の技術及び発明が解決しようとする問題点〕イソ
ブチレン、第３級ブタノール、メタクロレインまたはイ
ソブチルアルデヒドを水蒸気の存在下に分子状酸素で１
段または２段の反応で接触酸化して得られるメタクリル
酸は抽出及び蒸留などの通常の精製手段で高純度の製品
とすることができる。(Problems to be solved by the prior art and the invention) Isobutylene, tertiary butanol, methacrolein or isobutyraldehyde is heated with molecular oxygen in the presence of water vapor.
Methacrylic acid obtained by catalytic oxidation in a stage or two-stage reaction can be made into a highly pure product by conventional purification methods such as extraction and distillation.
しかし、最終的にメタクリル酸を得るまでにはメタクリ
ル酸水溶液からアルデヒド類及びケトン類等の軽沸点成
分の除去、抽出処理後の溶剤回収、メタクリル酸よりも
低沸点の酸の分離そして高沸点成分の分離と幾度となく
加熱状態に曝される。そのため各工程の処理はフェノチ
アジン、ベンゾフェノチアジン、ハイドロキノン、メト
キシハイドロキノン、メチレンブルーおよび分子状酸素
など従来公知の重合禁止剤存在下に遂行されてはいるが
、メタクリル酸等の重合を完全に抑制することはできず
工程を経るごとにメタクリル酸等の重合物および重合禁
止剤等が徐々に蓄積され、最終工程では無視できない量
となる。However, in order to finally obtain methacrylic acid, it is necessary to remove low-boiling point components such as aldehydes and ketones from the methacrylic acid aqueous solution, recover the solvent after the extraction process, separate acids with a lower boiling point than methacrylic acid, and then remove high-boiling point components from the methacrylic acid aqueous solution. separated and subjected to repeated heating conditions. Therefore, although each process is carried out in the presence of conventionally known polymerization inhibitors such as phenothiazine, benzophenothiazine, hydroquinone, methoxyhydroquinone, methylene blue, and molecular oxygen, it is not possible to completely inhibit the polymerization of methacrylic acid, etc. However, with each step, polymers such as methacrylic acid and polymerization inhibitors gradually accumulate, and in the final step they reach a non-negligible amount.
したかって、メタクリル酸を精留留去した後の缶残液中
には反応によって生成した高沸点不純物の他に相当量の
重合物や重合禁止剤等が存在するため、メタクリル酸の
留出＊＜留出量／供給ｈｔ）を高くしすぎると缶部の液
粘度が上昇し、ｉＴｆ沸器の熱効率の悪化、更にはメタ
クリル酸等の重合を助長する結果となる。Therefore, in addition to the high-boiling point impurities generated by the reaction, a considerable amount of polymers and polymerization inhibitors are present in the bottom liquid after rectifying methacrylic acid. If <distillation amount/supply ht) is made too high, the liquid viscosity in the can part will increase, resulting in deterioration of the thermal efficiency of the iTf boiler and further promoting polymerization of methacrylic acid and the like.
そこで、必然的にメタクリル酸の留出率をある範囲以下
に抑えることになり、缶残液として重合物を含む高沸点
成分と共に相当量のメタクリル酸を排出することになる
。したがって、該缶残液を廃棄または焼却するとメタク
リル酸の損失をまねき、ひいては原単位の悪化、コスト
増につながるために何等かの方法でメタクリル酸の回収
を計らねばならない。Therefore, it is inevitable that the distillation rate of methacrylic acid is kept below a certain range, and a considerable amount of methacrylic acid is discharged as bottom liquid together with high-boiling components including polymers. Therefore, if the residual liquid from the can is disposed of or incinerated, it will lead to a loss of methacrylic acid, which will lead to a worsening of the unit consumption and an increase in costs, so some method must be used to recover the methacrylic acid.
従来、一般的な方法として蒸発缶等による缶残液の再蒸
発によるメタクリル酸の回収または有機溶剤抽出による
メタクリル酸の回収等が考えられてきた。しかし、前者
は回収率の悪さやメタクリル酸の重合に起因する操業上
の問題などがあり、また後者は抽出溶剤により多ばの浮
滓が生成し、エマルジ：Ｉン化や抽出塔のフラッディン
グが発生ずるなど、いずれも有効な方法とは言えない。Conventionally, general methods have been considered to recover methacrylic acid by reevaporating the residual liquid in an evaporator or the like, or by extracting it with an organic solvent. However, the former has operational problems due to poor recovery rate and polymerization of methacrylic acid, and the latter produces a lot of floating dregs due to the extraction solvent, resulting in problems such as emulsion and flooding of the extraction tower. None of these methods can be said to be effective.
したがって、本発明の］」的はメタクリル酸蒸留の缶残
液からメタ４リル酸を容易に、かつ効率よく回収するた
めの方法を提供することにある。Therefore, the object of the present invention is to provide a method for easily and efficiently recovering meth-tetralylic acid from the bottom liquid of methacrylic acid distillation.
（問題点を解決するための手段）
本発明者らは、この点に着目し、メタクリル酸を蒸留分
離した後の重合物及び高沸点成分を含む缶残液からメタ
クリル酸を効果的に回収する方法について鋭意研究した
結果、水を前記缶残液に添加すると高沸点アルデヒド類
、重合物、重合禁止剤等の高沸点−分の大部分がメタク
リル酸水溶液から選択的に二層分離し、メタクリル酸を
容易に、かつ効率よく回収できることを見出し、その知
見に基づき本発明を完成した。(Means for Solving the Problems) The present inventors focused on this point and effectively recovered methacrylic acid from the polymer after distillation separation of methacrylic acid and from the bottom liquid containing high boiling point components. As a result of intensive research on the method, we found that when water is added to the bottom liquid, most of the high-boiling components such as high-boiling aldehydes, polymers, and polymerization inhibitors are selectively separated into two layers from the methacrylic acid aqueous solution, and methacrylic acid is separated into two layers. The inventors discovered that acid can be easily and efficiently recovered, and based on this knowledge, completed the present invention.
本発明のメタクリル酸の回収法はメタクリル酸を蒸留分
離した缶残液に水を添加し、重合物及び高沸点成分の層
とメタクリル酸水溶液層とに二層分離し、該メタクリル
酸水溶液からメタクリル酸を回収することを特徴とする
ものである。The method for recovering methacrylic acid of the present invention involves adding water to the bottom liquid from which methacrylic acid has been distilled off, separating the two layers into a layer of polymers and high-boiling components and a layer of an aqueous methacrylic acid solution. It is characterized by recovering acid.
分離されたメタクリル酸水溶液からメタクリル酸を分離
する方法としては蒸留、抽出、半透膜等による方法が通
用できるが、このメタクリル酸水溶液は少量の親水性の
高沸点成分を含有しているため、ここからメタクリル酸
を純度良くかつ低コストで回収するためには特定の有機
溶剤によってメタクリル酸を抽出する方法が最も効果的
である。Methods such as distillation, extraction, and semipermeable membranes can be used to separate methacrylic acid from the separated methacrylic acid aqueous solution, but since this methacrylic acid aqueous solution contains a small amount of hydrophilic high-boiling components, In order to recover methacrylic acid with high purity and at low cost, the most effective method is to extract methacrylic acid with a specific organic solvent.
本発明の方法が対象とする缶残液は、公知の種々の方法
により得られたメタクリル酸を蒸留して得られた缶残液
が使用可能である。例えば、イソブチレン、第三級ブタ
ノール、メタクロレインまたはイソブチルアルデヒドを
水蒸気の存在下に分子状酸素を含有するガスにより接触
酸化しこの酸化生成物を冷却することにより得られるメ
タクリル酸水溶液から、溶媒によるメタクリル酸の抽出
、溶媒の回収、メタクリル酸の蒸留分離をした缶残液で
ある。As the can residual liquid targeted by the method of the present invention, can residual liquid obtained by distilling methacrylic acid obtained by various known methods can be used. For example, from an aqueous methacrylic acid solution obtained by catalytically oxidizing isobutylene, tertiary butanol, methacrolein, or isobutyraldehyde with a gas containing molecular oxygen in the presence of water vapor and cooling the oxidation product, This is the remaining liquid from the can after acid extraction, solvent recovery, and distillation separation of methacrylic acid.
缶残液の組成は通常メタクリル酸６０〜９５重量部、高
沸点物３〜３０ｆｉ量部および重合物２〜１０ｆｆｉ社
部である。缶残液中の高沸点成分はシトラコン酸、マレ
イン酸、テレフタル酸、トリメリット酸等の酸類、Ｐ−
トルアルデヒド、ベンズアルデヒド等のアルデヒド類、
及び重合禁止剤として添加されたハイドロキノン等であ
り、また重合物はメタクリル酸の重合物である。The composition of the bottom liquid is usually 60 to 95 parts by weight of methacrylic acid, 3 to 30 parts by weight of a high boiling point substance, and 2 to 10 parts by weight of a polymer. High-boiling components in the bottom liquid include acids such as citraconic acid, maleic acid, terephthalic acid, and trimellitic acid, and P-
Aldehydes such as tolualdehyde and benzaldehyde,
and hydroquinone added as a polymerization inhibitor, and the polymer is a polymer of methacrylic acid.
本発明において、缶残液に添加される水の量は缶残液の
組成によって異なるが、通常化残液に対し２〜６倍量（
重ｆｆ１）が採用される。２倍ｆｆ１（ｆｆｌ川）より
少ない場合も６倍ｆｆ１（ｆｆｌ）を超えて使用する場
合も均一溶液のままで二層分離せず、本発明の目的を果
たすことができない。In the present invention, the amount of water added to the can residual liquid varies depending on the composition of the can residual liquid, but is 2 to 6 times the amount of normalized residual liquid (
heavy ff1) is adopted. Whether it is less than 2 times ff1 (ffl river) or more than 6 times ff1 (ffl), it remains a homogeneous solution and does not separate into two layers, failing to achieve the purpose of the present invention.
本発明において、メタクリル酸の抽出に用いる有機溶剤
としては、非水溶性でかつメタクリル酸より低沸点の有
機溶剤、例えば脂肪族炭化水素類、脂環式炭化水素類、
芳香族炭化水素類、酢酸エステル類エーテル類か使用で
き、特に好ましくは、ｎ−ペンタン、ｎ−ヘプタン、ｎ
−ヘキサンおよびｎ−オクタン、シクロヘキサン、トル
エン、エチルベンゼンおよびキシレン等を挙げることが
できる。In the present invention, the organic solvent used for extracting methacrylic acid is an organic solvent that is insoluble in water and has a boiling point lower than that of methacrylic acid, such as aliphatic hydrocarbons, alicyclic hydrocarbons,
Aromatic hydrocarbons and acetate ethers can be used, with particular preference given to n-pentane, n-heptane, and n-heptane.
-hexane and n-octane, cyclohexane, toluene, ethylbenzene and xylene.
缶残液に水を添加することによって二層分離して得られ
たメタクリル酸水溶液からメタクリル酸を上記ｔ＋−機
溶剤で抽出することによって大部分の水と親水性高沸点
成分とを抽残液として分離除去して廃水処理設備によつ
”Ｃ処理することができる。The methacrylic acid is extracted from the methacrylic acid aqueous solution obtained by adding water to the bottom liquid with the above t+-organic solvent, and most of the water and the hydrophilic high-boiling components are removed as a raffinate. It can be separated and removed as a "C" treatment using wastewater treatment equipment.
一方、抽出液として得られたメタクリル酸の有機溶剤溶
液は蒸留によって有機溶剤を分離することによりメタク
リル酸を低コストで回収することができる。On the other hand, methacrylic acid can be recovered at low cost by separating the organic solvent from the organic solvent solution of methacrylic acid obtained as an extract by distillation.
本発明の方法によれば従来化残液として高沸点成分およ
び重合物と共に廃棄または焼却されていたメタクリル酸
を容易に、かつ、効率的に回収することができる。According to the method of the present invention, methacrylic acid, which was conventionally discarded or incinerated as a residual liquid together with high-boiling components and polymers, can be easily and efficiently recovered.
以下に実施例をあげて本発明をさらに具体的に説明する
。The present invention will be explained in more detail with reference to Examples below.
実施例１
メタクリル酸９３．８４％、重合物および高沸点成分６
．１６％からなるメタクリル酸精留塔の缶残液２５Ｋｇ
に水７５Ｋｇを加えて１−分に攪拌し静置したところ、
メタクリル酸２２．５４％、高沸点成分０．４８％、お
よび水７６．９８％の組成を打する上層液９４．７３に
ｇと、メタクリル酸４０．０４％、高沸点成分２０．４
９％、水：１９．４７％の組成をイｆする下層液５．２
７にｇとに層分離した溶液を得た。メタクリル酸の回収
率は９１．０％、高沸点成分の除去率は７０．１％であ
った。Example 1 Methacrylic acid 93.84%, polymer and high boiling point component 6
．． 25 kg of bottom liquid from methacrylic acid rectification tower consisting of 16%
When 75 kg of water was added to the mixture, stirred for 1 minute and left to stand still,
The upper layer liquid has a composition of 22.54% methacrylic acid, 0.48% high boiling point components, and 76.98% water.
Lower layer liquid 5.2 with a composition of 9%, water: 19.47%
A layer-separated solution was obtained. The recovery rate of methacrylic acid was 91.0%, and the removal rate of high boiling point components was 70.1%.
上層液を実段数２０段の回転円盤抽出塔等の塔頂へ２．
０にｇ／ｈｒの流速で供給し、塔底へ２．０Ｋｇ／ｈｒ
の流速でれ一ヘキサンを供給する。両者を自流接触せし
めて塔頂からメタクリル酸１８．００％、ｎ−ヘキサン
８１．９１％、高沸点成分１２０ｐｐｍおよび水８２０
ｐｐｍの抽出液２．４４にｇ／ｈｒを、塔底からメタク
リル酸０．７２％、高沸点成分０．６０％および水９８
．６８％の抽残液１．５６にｇ／ｈｒを得た。メタクリ
ル酸の回収率は９７．５％、高沸点成分の除去率は９６
．９％であった。両工程を通じての最終的なメタクリル
酸の回収率は８８．７％、高沸点成分の除去率は９９．
１％であった。2. Transfer the upper layer liquid to the top of a rotating disk extraction tower with 20 plates.
0 at a flow rate of g/hr, and 2.0Kg/hr to the bottom of the column.
Feed hexane at a flow rate of . Both were allowed to come into contact with each other in a self-flow manner, and 18.00% methacrylic acid, 81.91% n-hexane, 120 ppm of high-boiling components, and 820 ppm of water were added from the top of the column.
g/hr to 2.44 ppm extract, 0.72% methacrylic acid, 0.60% high-boiling components and 98 g/hr of water from the bottom of the column.
．． A 68% raffinate yield of 1.56 g/hr was obtained. Recovery rate of methacrylic acid is 97.5%, removal rate of high boiling point components is 96%.
．． It was 9%. The final recovery rate of methacrylic acid through both steps was 88.7%, and the removal rate of high-boiling components was 99.
It was 1%.
実施例２〜５
表−１に示した２種類の缶残液を原料として、水の添加
量及び溶剤の種類および添加量を変えて実施例１と同様
の処理を行なった結果を実施例１の結果も含め表−１に
示す。Examples 2 to 5 Using the two types of can residual liquid shown in Table 1 as raw materials, the same treatment as in Example 1 was performed by changing the amount of water added and the type and amount of solvent added. Example 1 shows the results. The results are also shown in Table 1.
Claims (1)
重合物および高沸点成分の層とメタクリル酸水溶液層と
に二層分離し、該メタクリル酸水溶液からメタクリル酸
を回収することを特徴とするメタクリル酸の回収方法。 ２）前記メタクリル酸水溶液からメタクリル酸を有機溶
剤で抽出して回収する特許請求の範囲第１項記載の方法
。 ３）有機溶剤がｎ−ペンタン、ｎ−ヘキサン、ｎ−ヘプ
タン、ｎ−オクタン、シクロヘキサン、トルエン、エチ
ルベンゼンまたはキシレンである特許請求の範囲第２項
記載の方法。[Claims] 1) Adding water to the bottom liquid from which methacrylic acid has been distilled and separated,
A method for recovering methacrylic acid, which comprises separating into two layers: a layer of a polymer and high-boiling components and a layer of an aqueous methacrylic acid solution, and recovering methacrylic acid from the aqueous methacrylic acid solution. 2) The method according to claim 1, wherein methacrylic acid is extracted and recovered from the methacrylic acid aqueous solution with an organic solvent. 3) The method according to claim 2, wherein the organic solvent is n-pentane, n-hexane, n-heptane, n-octane, cyclohexane, toluene, ethylbenzene or xylene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2397986A JPH0621103B2 (en) | 1986-02-07 | 1986-02-07 | Methacrylic acid recovery method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2397986A JPH0621103B2 (en) | 1986-02-07 | 1986-02-07 | Methacrylic acid recovery method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62185040A true JPS62185040A (en) | 1987-08-13 |
| JPH0621103B2 JPH0621103B2 (en) | 1994-03-23 |
Family
ID=12125675
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2397986A Expired - Fee Related JPH0621103B2 (en) | 1986-02-07 | 1986-02-07 | Methacrylic acid recovery method |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0621103B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014040472A (en) * | 2009-09-30 | 2014-03-06 | Rohm & Haas Co | Method of collecting valuable compounds from flow occurred by purification of methyl methacrylate |
-
1986
- 1986-02-07 JP JP2397986A patent/JPH0621103B2/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014040472A (en) * | 2009-09-30 | 2014-03-06 | Rohm & Haas Co | Method of collecting valuable compounds from flow occurred by purification of methyl methacrylate |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0621103B2 (en) | 1994-03-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |